Selective herbicides based on carbamoyltriazolinones and heteroaryloxyacetamides

ABSTRACT

The new herbicidal active compound combinations composed of (1) a carbamoyltriazolinone of the formula (I) and (2) a heteroaryloxyacetamide of the formula (II) ##STR1## in which R 6  represents optionally substituted heteroaryl and R 1  -R 5  have the meanings given in the description 
     show, when used in certain ratios by weight, synergistic effects and can be employed as selective herbicides in a variety of crops of useful plants (for example maize and soya), good control also being effected on plants which are otherwise problem weeds, such as Portulaca and Xanthium species.

This application has been filed under 35USC371 as the national stage ofinternational application PCT/EP95/03906, filed Oct. 4, 1995.

The invention relates to new herbicidal synergistic active compoundcombinations composed, on the one hand, of known carbamoyltriazolinonesand, on the other hand, known heteroaryloxyacetamides, which can be usedparticularly successfully for selectively combating weeds in a varietyof crops of useful plants.

Carbamoyltriazolinones, which are herbicides with a broad spectrum ofaction, are the subject of a series of patent applications (cf EP-A294666, EP-A 370293, EP-A 391187, EP-A 398096, EP-A 399294, EP-A 415196,EP-A 477646). However, the known carbamoyltriazolinones are incompletewith regard to their action in many ways, in particular regardingmonocotyledon weeds.

Heteroaryloxyacetamides, being powerful herbicides which areparticularly effective against monocotyledon weeds, are also the subjectof a series of patent applications (cf. EP-A 5501, EP-A 18497, EP-A29171, EP-A 94514, EP-A 100044, EP-A 100045, EP-A 161602, EP-A 195237,EP-A 348734, EP-A 348737). However, the known heteroaryloxyacetamidesare not equally effective against all monocotyledon weeds.

Surprisingly, it has now been found that a series of known herbicidalactive compounds from the group of the carbamoyltriazolinones when usedtogether with known herbicidal active compounds from the group of theheteroaryloxyacetamides have pronounced synergistic effects regardingthe activity against weeds and can be used particularly advantageouslyas broad-spectrum combination preparations for selectively combatingboth monocotyledon and dicotyledon weeds pre-and post-emergence in cropsof monocotyledon and dicotyledon useful plants, such as, for example,maize and soya.

The invention relates to synergistic herbicidal compositions,characterized by an effective content of a combination of activecompounds composed of

(1) a carbamoyltriazolinone of the general formula (I) ##STR2## in whichR¹ represents hydrogen, hydroxyl, amino, or in each case optionallysubstituted alkyl, alkenyl, alkinyl, alkoxy, alkenyloxy, alkinyloxy,alkylamino, alkenylamino, alkinylamino, alkylideneamino, dialkylamino,cycloalkyl, cycloalkylalkyl, aryl or arylalkyl,

R² represents in each case optionally substituted alkyl, alkenyl,alkinyl, alkoxy, alkenyloxy, alkinyloxy, alkylthio, alkenylthio,alkinylthio, alkylamino, alkenylamino, alkinylamino, dialkylamino,cycloalkyl, cycloalkyloxy, cycloalkylalkyl, aryl, aryloxy, arylthio,arylamino or arylalkyl, and

R³ represents in each case optionally substituted alkyl, alkenyl,alkinyl, cycloalkyl, cycloalkylalkyl, arylalkyl, arylalkenyl orarylalkinyl,

and

(2) a heteroaryloxyacetamide of the general formula (II) ##STR3## inwhich R⁴ represents in each case optionally substituted alkyl, alkenyl,alkinyl or alkoxy,

R⁵ represents in each case optionally substituted alkyl, alkenyl,alkinyl or phenyl, and

R⁶ represents optionally substituted heteroaryl,

0.001 to 1000 parts by weight of active compound of the general formula(II) generally being used relative to 1 part by weight of activecompound of the general formula (I).

Herbicidal compositions according to the invention which are ofparticular interest are those which are characterized by a content of acombination of active compounds composed of (1) a carbamoyltriazolinoneof the formula (I) in which

R¹ represents hydrogen, hydroxyl, amino, or represents alkyl, alkenyl,alkinyl, alkoxy, alkenyloxy, alkinyloxy, alkylamino, alkenylamino,alkinylamino, alkylideneamino or dialkylamino, each of which has up to 6carbon atoms and each of which is optionally substituted by halogen orcyano, or represents cycloalkyl or cycloalkylalkyl, each of which has 3to 6 carbon atoms in the cycloalkyl groups and, if appropriate, I to 4carbon atoms in the alkyl group and each of which is optionallysubstituted by halogen, cyano or C₁ --C₄ -alkyl, or represents phenyl orphenyl-C₁ --C₄ -alkyl, each of which is optionally substituted byhalogen, cyano, C₁ --C₄ -alkyl or C₁ --C₄ -alkoxy.

R² represents alkyl, alkenyl, alkinyl, alkoxy, alkenyloxy, alkinyloxy,alkylthio, alkenylthio, alkinylthio, alkylamino, alkenylamino,alkinylamino or dialkylamino, each of which has up to 6 carbon atoms andeach of which is optionally substituted by halogen, cyano, C₁ --C₄-alkoxy or C₁ --C₄ -alkylthio, or represents cycloalkyl, cycloalkyloxyor cycloalkylalkyl, each of which has 3 to 6 carbon atoms in thecycloalkyl groups and, if appropriate, 1 to 4 carbon atoms in the alkylgroup and each of which is optionally substituted by halogen, cyano orC₁ --C₄ -alkyl, or represents phenyl, phenoxy, phenylthio, phenylaminoor phenyl-C₁ --C₄ -alkyl, each of which is optionally substituted byhalogen, cyano, C₁ --C₄ -alkyl or C₁ --C₄ -alkoxy and

R³ represents alkyl, alkenyl or alkinyl, each of which has up to 10carbon atoms and each of which is optionally substituted by halogen,cyano, C₁ --C₄ -alkoxy, C₁ --C₄ -alkylthio, C₁ --C₄ -alkylsulphinyl, C₁--C₄ -alkylsulphonyl, C₁ --C₄ -alkylamino or di-(C₁ --C₄ -alkyl)-amino,or represents cycloalkyl or cycloalkylalkyl, each of which has 3 to 6carbon atoms in the cycloalkyl moiety and, if appropriate, 1 to 4 carbonatoms in the alkyl moiety and each of which is optionally substituted byhalogen, cyano or C₁ --C₄ -alkyl, or represents phenyl-C₁ --C₆ -alkyl,phenyl-C₂ --C₆ -alkenyl or phenyl-C₂ --C₆ -alkinyl, each of which isoptionally substituted by halogen, cyano, C₁ --C₄ -alkyl or C₁ --C₄-alkoxy,

and (2) a heteroaryloxyacetamide of the formula (II) in which

R⁴ represents alkyl, alkenyl, alkinyl or alkoxy, each of which has up to6 carbon atoms and each of which is optionally substituted by halogen,cyano or C₁ --C₄ -alkoxy,

R₅ represents alkyl, alkenyl or alkinyl, each of which has up to 6carbon atoms and each of which is optionally substituted by halogen,cyano or C₁ --C₄ -alkoxy, or represents phenyl which is optionallysubstituted by halogen, cyano, C₁ --C₄ -alkyl, C₁ --C₄ -halogenoalkyl,C₁ --C₄ -alkoxy or C₁ --C₄ -halogenoalkoxy, and

R⁶ represents heteroaryl from the series consisting of 1,3-thiazol-2-yl,1,2,4-thiadiazol-5-yl, 1,3,4-thiadiazol-2-yl, benzoxazol-2-yl andbenzothiazol-2-yl, each of which is optionally substituted by halogen,cyano, C₁ --C₄ -alkyl, C₁ --C₄ -halogenoalkyl, C₁ --C₄ -alkoxy or C₁--C₄ -halogenoalkoxy.

Herbicidal compositions according to the invention which are of veryparticular interest are those which are characterized by a content of acombination of active compounds composed of(1) a carbamoyltriazolinoneof the formula (I) in which

R₁ represents hydrogen, hydroxyl, amino, or represents methyl, ethyl,n-or i-propyl, n-, i-, s-or t-butyl, propenyl, butenyl, propinyl orbutinyl, methoxy, ethoxy, n-or i-propoxy, n-, i-, s-or t-butoxy,propenyloxy, butenyloxy, propinyloxy or butinyloxy, methylamino,ethylamino, n-or i-propylamino, n-, i-, s-or t-butylamino,propenylamino, butenylamino, propinylamino or butinylamino,ethylideneamino, propylideneamino, butylideneamino, dimethylamino ordiethylamino, each of which is optionally substituted by fluorine,chlorine or cyano, or represents cyclopropyl, cyclobutyl, cyclopentyl,cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl orcyclohexylmethyl, each of which is optionally substituted by fluorine,chlorine, bromine, cyano, methyl, ethyl, n-or i-propyl, or representsphenyl or benzyl, each of which is optionally substituted by fluorine,chlorine, bromine, cyano, methyl, ethyl, n-or i-propyl, n-, i-, s-ort-butyl, methoxy or ethoxy,

R² represents methyl, ethyl, n-or i-propyl, n-, i-, s-or t-butyl,propenyl, butenyl, propinyl, butinyl, methoxy, ethoxy, n-or i-propoxy,n-, i-, s-or t-butoxy, propenyloxy, butenyloxy, propinyloxy, butinyloxy,methylthio, ethylthio, n-or i-propylthio, n-, i-, s-or t-butylthio,propenylthio, butenylthio, propinylthio, butinylthio, methylamino,ethylamino, n-or i-propylamino, n-, i-, s-or t-butylamino,propenylamino, butenylamino, propinylamino, butinylamino, dimethylaminoor diethylamino, each of which is optionally substituted by fluorine,chlorine, cyano, methoxy, etlioxy, n-or i-propoxy, methylthio,ethylthio, n-or i-propylthio, or represents cyclopropyl, cyclobutyl,cyclopentyl, cyclohexyl, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy,cyclohexyloxy, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl orcyclohexylmethyl, each of which is optionally substituted by fluorine,chlorine, bromine, cyano, methyl, ethyl, n-or i-propyl, or representsphenyl, phenoxy, phenylthio, phenylamino or benzyl, each of which isoptionally substituted by fluorine, chlorine, bromine, cyano, methyl,ethyl, n-or i-propyl, n-, i-, s-or t-butyl, methoxy or ethoxy, and

R³ represents methyl, ethyl, n-or i-propyl, n-, i-, s-or t-butyl,propenyl, butenyl, pentenyl, hexenyl, propinyl, butinyl, pentinyl orhexinyl, each of which is optionally substituted by fluorine, chlorine,cyano, methoxy, ethoxy, n-or i-propoxy, n-, i-, s-or t-butoxy,methylthio, ethylthio, n-or i-propylthio, n-, i-, s-or t-butylthio,methylsulphinyl, ethylsulphinyl, methylsulphonyl, ethylsulphonyl,methylamino, ethylamino, n-or i-propylamino, n-, i-, s-or t-butylamino,dimethylamino, diethylamino, dipropylamino or dibutylamino, orrepresents cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl,cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl,cyclohexylmethyl, cyclohexylethyl or cyclohexylpropyl, each of which isoptionally substituted by fluorine, chlorine, bromine, cyano, methyl,ethyl or n-or i-propyl, or represents benzyl, phenylethyl, phenylpropyl,phenylbutyl, phenylethenyl, phenylpropenyl, phenylbutenyl,phenylethinyl, phenylpropinyl or phenyl-butinyl, each of which isoptionally substituted by fluorine, chlorine, bromine, cyano, methyl,ethyl, n-or i-propyl, n-, i-, s-or t-butyl, methoxy or ethoxy,

and (2) a heteroaryloxyacetamide of the formula (II) in which

R⁴ represents methyl, ethyl, n-or i-propyl, n-, i-or s-butyl, propenyl,butenyl, propinyl, butinyl, methoxy, ethoxy, n-or i-propoxy, n-, i-,s-or t-butoxy, each of which is optionally substituted by fluorine,chlorine, cyano, methoxy or ethoxy,

R₅ represents methyl, ethyl, n-or i-propyl, n-, i-, s-or t-butyl, n-,i-, s-or t-pentyl, propenyl, butenyl, propinyl or butinyl, each of whichis optionally substituted by fluorine, chlorine, cyano, methoxy orethoxy, or represents phenyl which is optionally substituted byfluorine, chlorine, bromine, cyano, methyl, ethyl, trifluoromethyl,methoxy, ethoxy, difluoromethoxy or trifluoromethoxy, and

R⁶ represents heteroaryl from the series consisting of 1,3-thiazol-2-yl,1,2,4-thiadiazol-5-yl, 1,3,4-thiadiazol-2-yl, benzoxazol-2-yl andbenzothiazol-2-yl, each of which is optionally substituted by fluorine,chlorine, bromine, cyano, methyl, ethyl, n-or i-propyl, n-, i-, s-ort-butyl, difluoromethyl, trifluoromethyl, dichloromethyl,trichloromethyl, methoxy, ethoxy, n-or i-propoxy, n-, i-, s-or t-butoxy,difluoromethoxy or trifluoromethoxy.

Individual examples which may be mentioned of compounds of the formula(I) to be used as components according to the invention for the mixtureare:

4-amino-5-methyl-2-(1,1-dimethyl-ethyl-aminocarbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-one,4-amino-5-ethyl-2-(1,1-dimethyl-ethyl-amino-carbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-one,4-amino-5-propyl-2-(1,1-dimethyl-ethyl-aminocarbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-one,4-amino-S-i-propyl-2-(1,-dimethyl-ethyl-aminocarbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-one,4-amino-5-methoxy-2-(1,1-dimethyl-ethyl-amino-carbonyl)-2,4-dihydro-3H-1,2,4-triazol-one,4-amino-5-ethoxy-2-(1,1-dimethyl-ethyl-aminocarbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-one,4-amino-5-methyl-2-(2-fluoro-1,1-dimethyl-ethyl-aminocarbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-one,4-amino-5-ethyl-2-(2-fluoro-1,1-dimethyl-ethyl-aminocarbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-one,4-amino-5-n-propyl-2-(2-fluoro-1,1-dimethyl-ethyl-aminocarbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-one,4-amino-5-i-propyl-2-(2-fluoro-1,1-dimethyl-ethyl-aminocarbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-one,4-amino-5-methoxy-2-(2-fluoro-1,1-dimethyl-ethyl-aminocarbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-one,4-amino-5-ethoxy-2-(2-fluoro-1,1-dimethyl-ethyl-aminocarbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-one,4-amino-5-methyl-2-(2-chloro-1,1-dimethyl-ethyl-aminocarbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-one,4-amino-5-ethyl-2-(2-chloro-1,1-dimethyl-ethyl-aminocarbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-one,4-amino-5-n-propyl-2-(2-chloro-1,1-dimethyl-ethyl-aminocarbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-one,4-amino-5-i-propyl-2-(2-chloro-1,1-dimethyl-ethyl-aminocarbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-one,4-amino-5-methoxy-2-(2-chloro-1,1-dimethyl-ethyl-aminocarbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-one,4-amino-5-ethoxy-2-(2-chloro-1,1-dimethyl-ethyl-aminocarbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-one,4-amino-5-i-propyl-2-i-propyl-aminocarbonyl-2,4-dihydro-3H-1,2,4-triazol-3-one,4-amino-5-dimethylamino-2-(1,1-dimethyl-ethyl-amino-carbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-one,4-amino-5-dimethylamino-2-(2-fluoro-1,1-dimethyl-ethyl-aminocarbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-one,4-amino-5-dimethylamino-2-(2-chloro-1,1-dimethyl-ethyl-aminocarbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-oneand4-methyl-5-methoxy-2-(1,1-dimethyl-ethyl-aminocarbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-one.

Particular mention as component of the formula (I) in the mixture may bemade of the compound4-amino-5-(1-methyl-ethyl)-2-(1,1-dimethyl-ethyl-aminocarbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-one,termed compound (I-1) in the use examples.

Individual examples which may be mentioned of the compounds of theformula (II) to be used as components according to the invention for themixture are:

N-methyl-N-phenyl-α-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamide,N-ethyl-N-phenyl-α-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamide,N-n-propyl-N-phenyl-α-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamide,N-i-propyl-N-phenyl-α-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamide,N-methyl-N-(4-fluorophenyl)-α-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamide,N-ethyl-N-(4-fluoro-phenyl)-α-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamide,N-n-propyl-N-(4-fluoro-phenyl)-α-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamide,N-i-propyl-N-(4-fluoro-phenyl)-α-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamide,N-methyl-N-(4-chloro-phenyl)-α-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamide,N-ethyl-N-(4-chloro-phenyl)-α-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamide,N-n-propyl-N-(4-chloro-phenyl)-α-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamideandN-i-propyl-N-(4-chloro-phenyl)-α-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamide.

Particular mention as component of the formula (II) for the mixture maybe made of the compoundN-i-propyl-N-(4-fluoro-phenyl)-α-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamide,termed compound (II-1) in the use examples.

The compounds of the formula (I) and (II) are described in theabovementioned patent applications or patent specifications.

Surprisingly, it has now been found that the above-defined combinationsof active compounds, composed of the carbamoyltriazolinones of theformula (I) and the heteroaryloxyacetamides of the formula (II), have aparticularly powerful activity and can be used in a variety of crops forselectively combating weeds.

Surprisingly, the herbicidal activity of the combinations of activecompounds according to the invention considerably exceeds the total ofthe activities of the individual active compounds.

This means that there exists not only a complementary action but a truesynergistic effect, which could not have been anticipated. The newcombinations of active compounds are tolerated well by a large number ofcrops, and the action of the new combinations of active compounds alsoextend effectively to plants which are usually considered as problemweeds, such as Portulaca and Xanthium species. The new combinations ofactive compounds are therefore a valuable enrichment of the selectiveherbicides.

The combinations of active compounds according to the invention can beused, for example, in connection with the following plants:

Dicotyledon weeds of the genera: Sinapis, Lepidium, Galium, Stellaria,Matricaria, Anthemis, Galinsoga, Chenopodium, Urtica, Senecio,Amaranthus, Portulaca, Xanthium, Convolvulus, lpomoea, Polygonum,Sesbania, Ambrosia, Cirsium, Carduus, Sonchus, Solanum, Rorippa, Rotala,Lindernia, Lamium, Veronica, Abutilon, Emex, Datura, Viola, Galeopsis,Papaver, Centaurea, Trifolium, Ranunculus and Taraxacum.

Dicotyledon cultures of the genera: Gossypium, Glycine, Beta, Daucus,Phaseolus, Pisum, Solanum, Linum, Ipomoea, Vicia, Nicotiana,Lycopersicon, Arachis, Brassica, Lactuca, Cucumis and Cucurbita.

Monocotyledon weeds of the genera: Echinochloa, Setaria, Panicum,Digitaria, Phleum, Poa, Festuca, Eleusine, Brachiaria, Lolium, Bromus,Avena, Cyperus, Sorghum, Agropyron, Cynodon, Monochoria, Fimbristylis,Sagittaria, Eleocharis, Scirpus, Paspalum, Ischaemum, Sphenoclea,Dactyloctenium, Agrostis, Alopecurus and Apera.

Monocotyledon cultures of the genera: Oryza, Zea, Triticum, Hordeum,Avena, Secale, Sorghum, Panicum, Saccharum, Ananas, Asparagus andAllium.

However, the use of the combinations of active compounds according tothe invention is in no way restricted to these genera, but also extendsin the same manner to other plants.

When the concentrations are in specific ratios, the synergistic effectof the combination of active compounds according to the invention isparticularly pronounced. However, the ratios by weight of the activecompounds in the combinations of active compounds can be varied withinrelatively wide ranges. In general, 0.001 to 1000 parts by weight,preferably 0.01 to 100 parts by weight and particularly preferably 0.1to 10 parts by weight of active compound of the formula (II) are usedrelative to 1 part by weight of active compound of the formula (I).

The active compounds, or combinations of active compounds, can beconverted into the customary formulations, such as solutions, emulsions,wettable powders, suspensions, powders, dusts, pastes, soluble powders,granules, suspension-emulsion concentrates, natural and syntheticmaterials impregnated with active compound, and very fine capsules inpolymeric substances.

These formulations are produced in a known manner, for example by mixingthe active compounds with extenders, that is liquid solvents and/orsolid carriers, optionally with the use of surface-active agents, thatis emulsifying agents and/or dispersing agents and/or foam-formingagents.

In the case of the use of water as an extender, organic solvents can,for example, also be used as auxiliary solvents. As liquid solvents,there are suitable in the main: aromatics, such as xylene, toluene oralkylnaphthalenes, chlorinated aromatics and chlorinated aliphatichydrocarbons, such as chlorobenzenes, chloroethylenes or methylenechloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, forexample petroleum fractions, mineral and vegetable oils, alcohols, suchas butanol or glycol as well as their ethers and esters, ketones, suchas acetone, methyl ethyl ketone, methyl isobutyl ketone orcyclohexanone, strongly polar solvents, such as dimethylformamide anddimethyl sulphoxide, as well as water.

As solid carriers there are suitable: for example ammonium salts andground natural minerals, such as kaolins, clays, talc, chalk, quartz,attapulgite, montmorillonite or diatomaceous earth, and ground syntheticminerals, such as highly disperse silica, alumina and silicates, assolid carriers for granules there are suitable: for example crushed andfractionated natural rocks such as calcite, marble, pumice, sepioliteand dolomite, as well as synthetic granules of inorganic and organicmeals, and granules of organic material such as sawdust, coconut shells,maize cobs and tobacco stalks; as emulsifying and/or foam-forming agentsthere are suitable: for example non-ionic and anionic emulsifiers,. suchas polyoxyethylene fatty acid esters, polyoxyethylene fatty alcoholethers, for example alkylaryl polyglycol ethers, alkylsulphonates, alkylsulphates, arylsulphonates as well as albumen hydrolysis products; asdispersing agents there are suitable: for example lignin-sulphite wasteliquors and methylcellulose.

Adhesives such as carboxymethylcellulose and natural and syntheticpolymers in the form of powders, granules or latexes, such as gumarabic, polyvinyl alcohol and polyvinyl acetate, as well as naturalphospholipids, such as cephalins and lecithins, and syntheticphospholipids, can be used in the formulations. Further additives can bemineral and vegetable oils.

It is possible to use colourants such as inorganic pigments, for exampleiron oxide, titanium oxide and Prussian Blue, and organic dyestuffs,such as alizarin dyestuffs, azo dyestuffs and metal phthalocyaninedyestuffs. and trace nutrients such as salts of iron, manganese, boron,copper, cobalt, molybdenum and zinc.

The formulations in general comprise between 0.1 and 95 percent byweight of active compound, preferably between 0.5 and 90%.

In general, the combinations of active compounds according to theinvention are applied in the form of ready mixes. However, the activecompounds which the active compound combinations comprise can also beformulated individually and mixed upon use, i.e. applied in the form oftank mixes.

The new active compound combinations can be used as such or in the formof their formulations, and furthermore also as mixtures with other knownherbicides, ready mixes or tank mixes again being possible. They ma)also be mixed with other known active compounds, such as fungicides,insecticides, acaricides, nematicides, bird repellents, growthsubstances, plant nutrients and agents which improve soil structure. Forparticular application purposes, in particular when appliedpost-emergence, it may furthermore be advantageous to incorporate, inthe formulations, mineral or vegetable oils which are tolerated byplants (for example the commercial product "Oleo DuPont 11E") orammonium salts such as, for example, ammonium sulphate or ammoniumrhodanide, as further additives.

The new active compound combinations can be used as such, in the form oftheir formulations or in the use forms prepared therefrom by furtherdilution, such as ready-to-use solutions, suspensions, emulsions,powders, pastes and granules. They are used in the customary manner, forexample by watering, spraying, atomizing, dusting or scattering.

The application rates of the active compound combinations according tothe invention can vary within a substantial range; they depend, interalia, on the weather and on the soil parameters. In general, theapplication rates are between 5 g and 5 kg per ha, preferably between 20g and 2 kg per ha, particularly preferably between 50 g and 1.0 kg perha.

The active compound combinations according to the invention can beapplied before and after the plants have emerged, that is to saypre-emergence and post-emergence.

The good herbicidal activity of the new active compound combinations canbe seen from the examples which follow. While the individual activecompounds show weak points regarding the herbicidal activity, thecombinations, without exception, display a very good activity againstweeds, which exceeds a simple additive effect.

A synergistic effect in herbicides is always present when the herbicidalactivity of the active compound combination exceeds the activity of theactive compounds when applied individually.

The expected activity for a given combination of two herbicides can becalculated as follows (cf. COLBY, S. R.: "Calculating synergistic andantagonistic responses of herbicide combinations", Weeds 15, pages20-22, 1967):

If X=% damage caused by herbicide A (active compound of the formula I)at application rate of p kg/ha

and Y=% damage caused by herbicide B (active compound of the formula II)at application rate of q kg/ha

and E=the expected damage of herbicides A and B at application rates ofp and q kg/ha,

then E=X±Y∓(X*Y/100).

If the actually observed damage exceeds the calculated figure, theactivity of the combination is superadditive, i.e. it shows asynergistic effect.

It can be seen from the examples which follow that the found herbicidalactivity of the active compound combinations according to the inventionin the weeds exceeds the calculated activity, i.e. that the new activecompound combinations act synergistically.

Use examples:

To prepare the active compound preparations required for the tests,suitable amounts of a water-dispersible powder formulation (WP) of acarbamoyltriazolinone of the formula (I) and of a water-dispersiblepowder formulation (WP) of a heteroaryloxyacetamide of the formula (II)are weighed and diluted with water to the desired concentration.

In the tests of Tables 1 and 2, 70WP formulations (70% of activecompound) of the active compounds in question were in each caseemployed.

The tests were carried out as follows:

Pre-emergence test/greenhouse

Seeds of the test plant are sown in normal soil and, after 24 hours,watered with the active compound preparation. It is expedient to keepconstant the amount of water per unit area. The active concentration inthe preparation is of no importance; only the application rate of activecompound per unit area being decisive. After the treatment, the testplants are kept in the greenhouse under controlled conditions(temperature, atmospheric humidity, light) until they are evaluated.After three weeks, the degree of damage to the plants is scored in %damage in comparison with the development of untreated control plants.

The figures denote:

0=no action/no damage (like untreated control)

100=total destruction.

Active compounds, application rates and results can be seen in each casefrom the tables which follow, the abbreviations used in the tableshaving the following meanings:

fnd.=damage or activity found (in %)

calc.=damage or activity calculated using Colby's formula (in %)

a.i.=active ingredient

                                      TABLE 1                                     __________________________________________________________________________    Pre-emergence test/greenhouse                                                 Active                                                                              Application                                                             compound                                                                            rate                                                                    or    (in g of                                                                            Soya  Maize Portulaca                                                                            Solanum                                                                              Xanthium                                combination                                                                         a.i./ha)                                                                            fnd.                                                                             calc.                                                                            fnd.                                                                             calc.                                                                            fnd.                                                                              calc.                                                                            fnd.                                                                              calc.                                                                            fnd.                                                                             calc.                                __________________________________________________________________________    I-1   125   0     0     80     80     70                                      II-1   30   0     0     0      0      0                                       I-1 + II-1                                                                          125 + 30                                                                            10 0  0  0  100 80 90  80 95 70                                   __________________________________________________________________________

                                      TABLE 2                                     __________________________________________________________________________    Pre-emergence test/greenhouse                                                 Active                                                                              Application                                                             compound                                                                            rate              Cheno-                                                or    (in g of                                                                            Soya  Maize podium Portulaca                                                                            Xanthium                                combination                                                                         a.i./ha)                                                                            fnd.                                                                             calc.                                                                            fnd.                                                                             calc.                                                                            fnd.                                                                              calc.                                                                            fnd.                                                                              calc.                                                                            fnd.                                                                             calc.                                __________________________________________________________________________    I-1   60    0     0     30     30     0                                       II-1  30    0     0     0      0      0                                       I-1 + II-1                                                                          60 + 30                                                                             0  0  0  0  80  30 80  30 80 0                                    __________________________________________________________________________

We claim:
 1. A herbicidal composition comprising a combination ofcompounds containing(1)4-amino-5-(1-methyl-ethyl)-2-(1,1-dimethyl-ethyl-aminocarbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-oneas compound I-1 andN-i-propyl-N-(4-fluoro-phenyl)-α-(5-trifluoromethyl-1,,3,4-thiadiazol-2-yl-oxy)acetamide as compound II-1, wherein 0.001 to 1000 parts per weight ofthe compound II-1 is being used relative to 1 part by weight of thecompound I-1.
 2. The herbicidal composition according to claim 1,wherein in the compound combination, the ratio by weight of the compoundI-1 to the compound II-1 is about 1:0.01 to 1:100.
 3. The herbicidalcomposition according to claim 2, wherein the ratio by weight of thecompound I-1 to the compound II-1 is about 1:0.1 to 1:10.
 4. A method ofcombating unwanted vegetation which comprises administering to suchvegetation or to a locus from which it is desired to exclude suchvegetation a herbicidally effective amount of a compound combinationaccording to claim
 1. 5. A herbicidal composition comprising aherbicidally effective amount of a compound combination according toclaim 1 and an extender.